Sort by
Relevancy

Free Stories

72%
Wie sich schlagartig mein Sex Leben änderte... Teil 1
ich war nun schon einige Zeit heimlicher Crossdresser. Nie wurde ich von meiner Freundin erwischt, auch wenn es manchmal wirklich knapp war! Ich hatte ein sicheres Versteck für meine schönen Sachen und meine Sextoys und konnte hin und wieder meine geheime Neigung ausleben wenn sie nicht da war.Trotz... Read full Story
Holly Swallow 2019-03-20 7,765 Stockings Small Tits Crossdresser Amateur Group Sex Cumshot Fetish threesome Blowjob blonde gangbang domination Interracial Sex Toys humiliation Homemade sissy girlfriend chastity cage Ass to Mouth cum in mouth chastity sissy amateur crossdresser fendom
84%
The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
shemale lover 2015-09-03 16,596 shemales Masturbation Fetish
100%
Double Take Chapter 2
For those who missed Part I, the players are: Sandy Lane, pro surfer with an uncanny resemblance to... Ashley Vaughn, gorgeous Hollywood starlet in a TV series produced by... Darla Palmer, who convinces Sandy to bob his nose after he is punched out by rival surfer... Buster Cruz, whose m... Read full Story
shemale lover 2012-11-03 3,861 Fetish Lingerie Sex Toys
88%
Surprise Ending (Part Two)
My curiosity, unconscious urges, and my horniness pushed me into action. I gently cradled Karla's balls in my left hand while my right hand settled on her taut ass. I caressed both and then let my left hand move on to her now blood engorged shecock. I am a pretty big dude, but I could hardly get ... Read full Story
Chantel13 2022-08-23 4,417 Crossdresser Amateur Group Sex Outdoor Big Cock Shemale and Girl redhead cum in mouth
100%
Transforming into ashley crossdresser
Durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptt... Read full Story
shemale lover 2012-09-21 3,093 Cumshot Fetish Sex Toys crossdressing
100%
Steve
So on AFF, I used to be gold but guys will just hit you up, sooo I got hit up by an 8in boy. Wasn't sure I'd want to prep up an 8 so I didn't get all ripped up, but nice profile and a fucks a fuck sometimes. What to wear to get cum in tonight? Still pretty warm, I'll go mini with tighter leotard (mo... Read full Story
smtmsbrianne 2020-09-16 3,520 Crossdresser Amateur Group Sex Cumshot Outdoor Bareback Creampie Big Cock gangbang redhead Guy Fucks Shemale Ass to Mouth cum in mouth
83%
PF's Black Romp and JoyceLynn's Awakenin
When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, inclu... Read full Story
shemale lover 2012-05-17 4,311 Fetish Interracial Sex Toys
100%
Surprise Ending (Part Three)
I rolled my dick around her hole to spread the precum off it and lubricate it. The feeling was sensational and I couldn't spend much time easing my way in --I shoved right in the the hilt in one steady push. Karla practically jumped off the couch and screamed. I thought maybe I had hurt her (I am... Read full Story
Chantel13 2022-08-23 4,310 Crossdresser Amateur Group Sex Cumshot Outdoor Creampie Shemale Fucks Guy Big Cock Shemale and Girl redhead Guy Fucks Shemale Ass to Mouth
71%
Becoming A Girl
This is a story how I became my step moms little girl. You see I had a very tragic childhood as a boy and grew up to become the girl I am today. But then again it is not so bad because for some strange reason it does feel very normal to me because it is the way I was raised and at times I have felt ... Read full Story
shemale lover 2012-03-03 8,184 anal sex Fetish fingering Sex Toys
100%
My girlish désires,
I am happy to spend my weekend at home to live my life as a woman. I apply a depilatory cream to my body, which I leave to act for a few minutes before going in the shower. I take this opportunity to do an enema to avoid unpleasant surprises during my girl games. Then, using a razor, I track the ... Read full Story
sandratvtg 2024-06-20 1,340 anal Stockings Fetish Lingerie Sex Toys femboy
83%
The sissy dreams
Everyday I wake up in a state , halfway between a happy sissy and a closeted white boy. My mind is constantly trapped in that state. Suffering in silence, the people in my life seem to be oblivious to it, I have it well hid. 48 years of fist fights and weed, long hair and leather coats, Oilfield job... Read full Story
badbadboi667 2021-01-04 5,117 Crossdresser Amateur Group Sex Outdoor Bareback Creampie Blowjob Big Cock gangbang domination Homemade Ass to Mouth cum in mouth
100%
BBC DOMINATION SISSY BLANC
Mon nom est Tim. Je suis un homme blanc de 23 ans. Il y a environ 6 mois, j'ai déménagé à Los Angeles pour essayer de devenir acteur, mais comme vous vous en doutez, je n'ai pas eu beaucoup de chance dans ce département. C'était début novembre, quand je suis allé dans le bureau de mon... Read full Story
Femboy 2021 2023-02-04 1,155 Stockings Big Cock Lingerie domination Guy Fucks Shemale Interracial Sex Toys
100%
Crossdresser Caught in Act
I do not consider myself gay, nor do I think I am bisexual, but I do enjoy a nice big cock. I am not attracted to men at all and under normal circumstances find any and all homosexual activities quite disgusting, until I get really horny that is. When I get all hot and hard, I can't help but want a ... Read full Story
shemale lover 2012-03-31 5,646 Masturbation Sex Toys crossdressing vibrator
100%
A Night of Makeup, Cock and Cum
It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it. I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further,... Read full Story
shemale lover 2012-04-18 4,730 Cumshot jerking off domination Sex Toys cum swallowing
88%
Very Impatient on a sex fanstay
Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... Read full Story
ASSEaster5678 2018-07-10 10,754 Shemale Fucks Guy Big Cock Ladyboy Guy Fucks Shemale Mature
100%
Camming down the rabbit hole Ch3
Slowly stirring from my sleep, I stretched under the covers and a pleasant sensation spread across my torso, remembering what I was wearing when I went to bed I smiled at the caress of the fabric on my skin. It was a strangely comforting feeling, the pressure from the bra, panties and nightie felt l... Read full Story
Dani_does_Dallas 2021-08-18 5,191 Stockings Crossdresser solo Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade
50%
lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
hippocampus_171 2023-07-09 4,692 anal Small Tits Amateur Group Sex Masturbation Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy
100%
A Secret Fetish Chapter 1
When teaching a section of my favorite class, "Modern Erotic Literature", I noticed a guy in the back of the room acting strangely. He was in obvious discomfort, and I wondered why. It was during the lecture where I discuss fetish stories. Students find it a revelation. The first thi... Read full Story
shemale lover 2012-06-11 4,691 Crossdresser Fetish Blowjob
96%
Making A Man Out Of Tommy
I have two good friends, Brad and Matt who are actually my fuck buddies. Both of them travel for work, so they tend to be gone a couple of months at a time. I have a key to their apartment, so I can let myself in for sex when they are home and to bring in the mail when they are not. I also get to us... Read full Story
pennypenny 2018-08-31 9,888 Teen (18+) Crossdresser Amateur Masturbation Bareback Creampie Blowjob Big Cock redhead Guy Fucks Shemale Ass to Mouth cum in mouth
85%
The Sex Club
When I got divorced back in 1987 I was a very horny man that had not had sex in many years. I had always liked to dress up in nylons etc and learned long ago that I was Bi and liked cocks and pussy. When I finally got my own place after the divorce I almost always would lay around the house dressed ... Read full Story
crossdresser55 2019-09-11 9,794 Stockings Crossdresser Lingerie Sex Toys
75%
The journey down the Rabbit Hole...
Nearly 30 years, living a double life. Sneaking around on two Xwives, several girlfriends, all to play with men.Play,and play and play. Responding to personal adds in the paper at first, then I found the Bath House. Wow, to a closeted homophobic acting oilfield lifestyle kind of guy, who could hide ... Read full Story
badbadboi667 2020-11-24 3,248 Crossdresser Amateur Group Sex Cumshot Outdoor Bareback Blowjob Big Cock gangbang domination Homemade Ass to Mouth
62%
All Night Forced Sex Part 1
I woke up in the morning at half six had a shower then got dressed. Then I was off to uni I drove to uni as I do every morning. I then had a pretty normal day at uni during our 2 hour break between one of our lectures we all went for a drink and got pretty drunk before going it was a good laugh as e... Read full Story
shemale lover 2011-10-09 9,576 cum dildo domination
75%
Friends United
I'd been best friends with Brad since coming to the US from England as a child. We met at school and since those early years did everything together. He was very outgoing whereas I was passive. Now in our thirties we are still best of friends and even work in the same company. Brad loved motorcycles... Read full Story
shemale lover 2012-11-30 4,938 Fetish dildo Sex Toys crossdressing
90%
DISCOVERING BLACK COCK
To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... Read full Story
CD DIXIE IN NH 2016-05-10 10,215 Big Cock cumming sperm ebony cock
100%
Oneness with the bodies
many years went into just fantasizing being with shemales. I was getting hornier day by day to try it out. But being in a relationship there was hardly any room or time for it. I once experienced it in bangkok and confirmed that I really can do it and actually love it. One day suddenly it was br... Read full Story
zyankhaan786 2023-05-30 6,431 Group Sex Bareback Shemale Fucks Guy Big Cock domination big ass cum in mouth double anal
50%
An alumni gathering like no other; 2/2
... I opened my eyes, sobered up from the alcohol and my lust. Simo had already left. I had to get ready for the party, and I had to do it like a man! BUT, slut that I am, to make my breasts more prominent under my dark purple tank top, I tightened a transparent strap around my waist. You never kno... Read full Story
hippocampus_171 2024-06-16 1,288 anal Amateur Creampie Blowjob Sex Toys Mature small cock big ass cum in mouth
57%
Sucking cock, a curiosity. Part 1
I've been a straight man since forever. I've also been into sex and porn since I was young. And my fetishes always involved tits and big asses. Any kind of tit play turned me on. Still does. When I was 14, I saw a porno and watched tittyfucking for the first time. It turned me on so much, ... Read full Story
bigdickthug 2017-05-22 5,087 Fetish Big Cock Sex Toys
50%
My Parisian escapades,
My Parisian escapades, During my many business trips to Paris, I never miss going to see my friend. Sabrina is a Cuban transsexual that I have known for several months. With her, I can let go with complete confidence and live my fantasies. I am one of his friends and lovers who give him the ... Read full Story
sandratvtg 2024-06-25 996 anal Stockings Shemale Fucks Guy Fetish Lingerie Sex Toys sissy wig gode pumps rosebud silicone breast split panties
100%
Bi-Three Way with CD/TV
I was glad she called. It was always great to see her. I was freshly shaved and wearing panties when she called. I was on the bed, reading porn and masturbating with a vibrator and dildo. I had started off with the hard plastic vib. My ass, freshly shaved and smooth, lubed up with just enough Glide ... Read full Story
shemale lover 2012-06-04 2,853 anal Fetish oral Sex Toys
90%
Сd Shazza my life as a crossdresser (chapter 2 of many)
Hi everyone I hope you read chapter 1 because you will understand chapter 2 a lot better this is a true story which some of you might be able to relate to. I was a little confused with my little episode with Fred I wasn’t sure what I wanted I had wanked another man’s cock and I had let him cum over... Read full Story
cdshazza 2016-09-07 5,173 Stockings Crossdresser sex swallow spunk undies
100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,332 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
88%
Feminized by My Girlfriend
About 6 months ago I joined a gym because I have never had a very masculine body and now that I just turned 21 it was time to finally get off my butt and try to build some muscle. That is where I met my girl friend Brook who stands 5' 9", has a fantastic body and a gorgeous face. She looks like... Read full Story
shemale lover 2012-07-14 16,529 Fetish oral Sex Toys feminization
91%
My wife found out I also love cock
Even though I've been a tranny lover since I was 18 I ended up marrying Barb she had a set of tits and an ass built for speed. I never told her about my past nor did I pump her for her past. We had been married for a couple of months when I got that need for big black cock again so while Barb slept ... Read full Story
In Need Of Some Huge Black Cock 2019-04-30 9,235 Stockings Big Tits Creampie Big Cock cum in mouth double anal
100%
sex-agenarian's onanic lust
An onanic lust of a sex-agenarian that I am; I'M IN BIG HEAT; it's the season of bodily reunions in nature... I'm like an elephant(e) waiting to be satisfied. My cloaca is starting to titillate at the mere sight (look hah!) of a guy's swollen crotch on the street... I activated all my sensors to sa... Read full Story
hippocampus_171 2024-03-09 4,161 anal solo Amateur Masturbation Creampie Sex Toys Mature small cock
100%
My TV Sex Adventures Hot time in the Gurl&#
After sucking off the custodian of the offices next door I went back to the club. I was seriously disappointed. I loved how big and hard his dick was and I really wanted a serious cock like his to fuck. I got back into the club with only a knowing grin and a chuckle from the guy at the door. He was... Read full Story
shemale lover 2012-07-05 3,867 Group Sex Cumshot sucking Interracial
100%
Deep trouble
I'm at a bar, it must've been a weeknight because it was sparsely crowded. I'm having a few drinks (more than a few but), there is music playing, people are kinda dancing. This beautiful blonde about maybe 5'7'' comes in all alone. Sexy little thing with big dick sucking lips, huge breasts squashed ... Read full Story
shemale lover 2012-11-01 4,360 anal sex Fetish Latex Sex Toys